Search for Cheap Deals onHotels in Middlesboro
Choose from 358 Middlesboro Hotel Deals
Holiday Inn Express Middlesboro by IHG
Sleep Inn & Suites Middlesboro
"Very friendly staff, great location. Perfect for our family trip."
Reviewed on Aug 27, 2026
Econo Lodge Middlesboro
Suburban Studios Middlesboro
"Very clean room, basic cable, fridge and freezer worked well and there was the ability to cook."
Reviewed on Aug 15, 2026
Holiday Inn Express Williamsburg by IHG
Pine Mountain State Resort Park
"We enjoyed our stay in a clean and comfortable cabin. The park is beautiful."
Reviewed on Aug 28, 2026
Quality Inn Harlan
Days Inn by Wyndham Jellico - Tennessee State Line
"Disappointing stay — run-down property We stayed at the Days Inn in Jellico for one night while passing through Tennessee on a production. We were delayed at the state line waiting for clearance for our cargo, so we needed somewhere to stay on short notice. Unfortunately, the property was quite run-down ..."
Reviewed on Aug 28, 2026
Imperial Inn Tazewell
"This is a small family owned motel in a small town with only two other motels. There isn’t anything comparable within 20 miles. The floor, bathroom and bed have been refurbished; the TV is new with a new Roku remote. The water pressure was strong and welcome. The rooms are clean. The AC worked well. ..."
Reviewed on Aug 21, 2026
Super 8 by Wyndham Williamsburg
Find cheap hotels in Middlesboro
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Choosing the right hotel in Kentucky has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Middlesboro’s 358 hotels. Choose the one that best catches your trip’s tourist drift.
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Frequently Asked Questions About Middlesboro hotels
Where can I find the best last-minute travel deals?
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How many hotels are there in Middlesboro?
With over 358 hotels in Middlesboro, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $67.
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- Hotels near Middlesboro Mall
- Hotels near Middlesboro Country Club
- Hotels near Bell County Historical Society Museum
- Hotels near Cumberland Gap National Historical Park
- Hotels near Cumberland River
- Hotels near University of the Cumberlands
- Hotels near Pine Mountain State Resort Park
- Hotels near Lincoln Memorial University
- Hotels near Straight Creek Boat Dock
- Hotels near Indian Mountain State Park
- Hotels near Wilderness Road State Park
- Hotels near The Harlan Center
- Hotels near C.W. Gose Municipal Park
- Hotels near The Pinnacle
- Hotels near Lone Mountain Boat Dock
- Hotels near Kentucky Ridge State Forest
- Hotels near Wasioto Winds Golf Course
- Hotels near Martins Fork Lake
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- Jellico Hotels
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- Daniel Boone National Forest Hotels
- Harlan Hotels
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